The use of technology-based self monitoring (SM) interventions is becoming more popular, increasing the likelihood that SM interventions will have greater contextual fit within classrooms. SM has resulted in increases in desired school behaviors, such as increases in on task behavior, academic performance, and task completion for students diagnosed with disabilities. The purpose of this study was to extend the findings from Clemons et al. and examine student and teacher use of a web based SM application, I-Connect, and reinforcement to increase on task behavior for three U.S. elementary school students with or at risk for an emotional behavioral disorder using extended SM intervals. All three participants demonstrated significant increases in on task behavior with the use of the I-Connect application plus reinforcement intervention in the classroom.